West Bayside Vacations from $432

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Your West Bayside Vacation

Lock in your vacation package to West Bayside and prepare to explore its dining and more. Whether you're searching for adventure or fun, you'll discover it in this enticing neighborhood. Your trip to West Bayside wouldn't be complete without a stop at popular attractions nearby such as Portland Museum of Art, University of Southern Maine and Victoria Mansion. No matter what your dream West Bayside vacation may look like, you can turn it into reality with Expedia.

The Latest West Bayside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $610, price is now $432 per person
$432
per person
Apr 30 - May 3
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9/10 Wonderful! (1,000 reviews)
The room was very clean!

Reviewed on Oct 31, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,881, price is now $1,314 per person
$1,314
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
9.2/10 Wonderful! (1,776 reviews)
Our stay here was awesome! Very clean and gorgeous room.

Reviewed on Mar 16, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,000, price is now $1,446 per person
$1,446
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
9.8/10 Exceptional! (94 reviews)
Clean and comfortable. The gym was great.

Reviewed on Mar 6, 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,959, price is now $1,433 per person
$1,433
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
9.6/10 Exceptional! (275 reviews)
Loved this hotel! Our room was spacious, clean, and the staff was very responsive and accommodating. We had a plane cancellation so we had to book an additional 1 night stay last minute and that was not an issue. 100% would recommend!

Reviewed on Mar 16, 2026

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $1,918, price is now $1,438 per person
$1,438
per person
May 28 - May 31
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
9.4/10 Exceptional! (1,007 reviews)
It was a perfect weekend stay! Thank you for having us

Reviewed on Mar 15, 2026

Where to stay in West Bayside

Find the best West Bayside areas and neighborhoods for the activities you enjoy most. Learn more about West Bayside
State Street Church

Downtown Portland

5 out of top 10 points of interest in this area
4.5/5(326 area reviews)

Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.

Find hotels in Downtown Portland

West Bayside Hotel Deals

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Apr 5 to Apr 6
$108 total
Apr 5 - Apr 6
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
The location was very convenient. Walking distance to many restaurants and bars. The furniture was out dated, and the bed was lumpy

Reviewed on Mar 17, 2026

The Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
$77 nightly
The price is $85 total per night from Mar 24 to Mar 25
$85 total
Mar 24 - Mar 25
Total with taxes and fees
8/10 Very Good! (1,404 reviews)
We stay here every time we come to Portland. Clean room, friendly staff. Shuttle is a nice bonus.

Reviewed on Mar 16, 2026

Clarion Hotel Portland Airport ME
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $150 total per night from Mar 24 to Mar 25
$150 total
Mar 24 - Mar 25
Total with taxes and fees
9.4/10 Exceptional! (1,605 reviews)
Sheets weren’t even clean there was blood on them

Reviewed on Mar 16, 2026

Portland Regency Hotel & Spa
See all 2,338 properties in West Bayside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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All Inclusive Vacations
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Kid Friendly Vacations

Discover the most popular places to visit in West Bayside

State Theatre showing street scenes as well as an individual femail

State Theatre

4.5/5(88 reviews)

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

State Theatre
Portland Museum of Art showing art and interior views as well as a small group of people

Portland Museum of Art

4.5/5(255 reviews)

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
Spring Point Ledge Lighthouse is the only caisson-style light station in the USA that visitors can walk to. Located on the breakwater at Southern Maine Community College in South Portland.

University of Southern Maine

4/5(102 reviews)

Explore the campus of University of Southern Maine during your stay in Portland. Stroll along the waterfront or attend a sporting event in the area.

University of Southern Maine

Things to do

Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

$17
per traveler
Portland Smartphone Audio Tour: Self-Guided Drive
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

$10
per traveler
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Ultimate Portland Self-Guided Driving GPS Audio Tour

Ultimate Portland Self-Guided Driving GPS Audio Tour

$17
per traveler
100% of travellers recommend
Ultimate Portland Self-Guided Driving GPS Audio Tour
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.